Novel Conjugated Polymers Prepared by Direct (Hetero) arylation: An Eco-Friendly Tool for Organic Electronics

Abstract

The phthalimide (PhI) moiety has been attracting more attention as an excellent acceptor building block in donor-acceptor (D-A) conjugated polymers. In this paper; three D-A conjugated polymers with or without thiocarbonyl moieties are successfully prepared by the direct (hetero)-arylation polymerization (DHAP), which is an atom efficient and facile synthetic strategy to obtain polymer materials. Compared with the traditional carbon-carbon coupling reactions, this method possesses more advantages, including: fewer synthetic steps, avoidance of the preparation of the organometallic reagents, higher atom economy and fewer toxic byproducts, better compatibility with chemically sensitive functional groups and so on. All three of these designed PhI-based polymers exhibited favourable optoelectronic and thermal performance. The optical, thermodynamic and electrochemical properties of the synthesized polymers were systematically investigated using ultraviolet-visible (UV-vis) spectroscopy, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and cyclic voltammetry (CV). The results of these three polymers indicated that thionation of the carbonyl was a highly effective methods to improve the properties of PhI-based polymers; and provided impetus for the development of thionated PhI derivatives for organic electronic applications.

A New Dinuclear Cobalt Complex for Copolymerization of CO2 and Propylene Oxide: High Activity and Selectivity

“…So far, wide attention has been paid to the chemical conversion of CO 2 into high value-added energy, materials and chemical products. The beneficial use of CO 2 including the alternating copolymerization of CO 2 and epoxides to make degradable polycarbonates were popular ( Scheme 1 ), which is considered one of the most potential green polymerization processes [ 5 , 6 , 7 , 8 , 9 , 10 , 11 ]. In addition, polycarbonates have become important topics because of their environment-friendly properties, such as atom-economy, energy-saving and degradation, as well as their several biomedical and pharmaceutical applications [ 12 ].…”

Novel Diketopyrrolopyrrole-Based π-Conjugated Molecules Synthesized Via One-Pot Direct Arylation Reaction

“…DPP-based conjugated materials are usually synthesized by traditional cross-coupling reactions, such as Kumada [18], Suzuki [19], Stille [20,21], and Yamamoto [22], which usually involve multiple steps and pre-functionalization of substrates with C–M bonds, a stoichiometric amount of Ni(0) catalyst, and low overall yields. Direct C–H arylation, as an atom- and step-economic synthetic strategy [23,24,25,26,27,28,29,30,31,32], will overcome these shortcomings and avoid the tedious synthetic steps with higher atomic economy and easier purification compared with the traditional C–C couplings [33].…”

Direct (hetero)arylation polymerization for the synthesis of donor–acceptor conjugated polymers based on N‐benzoyldithieno [3,2‐b:2′,3′‐d]pyrrole and diketopyrrolopyrrole toward organic photovoltaic cell application

“…Nevertheless, thiophenes have been recorded as an ideal moiety in synthetic organic chemistry for direct arylation polymerization with aryl halide compounds. Therefore, direct arylation polymerization could be a potential method for the synthesis of designed D‐A conjugated polymers based on thiophene moieties …”